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Palladium(II)/Polyoxometalate‐Catalyzed Direct C‐3 Alkenylation of Indoles using Dioxygen as the Terminal Oxidant
Author(s) -
Huang Qiufeng,
Song Qianqian,
Cai Jin,
Zhang Xiaofeng,
Lin Shen
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201201114
Subject(s) - chemistry , palladium , polyoxometalate , catalysis , combinatorial chemistry , oxygen , organic chemistry , molecular oxygen , medicinal chemistry
An efficient and practical synthetic method has been developed for the preparation of 3‐vinylindoles by the direct CH olefination of indoles with alkenes. The transformation is catalyzed by palladium acetate combined with 12‐molybdophosphoric acid and uses oxygen as the terminal oxidant. 4‐Dimethylaminopyridine (DMAP) was observed to be an effective additive for the olefination reaction. Functional groups such as methoxy, benzyloxy, fluoro, bromo, ester, phenyl, and methyl were tolerated under the reaction conditions.